化学
环加成
呋喃
罗丹宁
组合化学
加合物
迈克尔反应
级联反应
催化作用
有机化学
作者
Seyyed Emad Hooshmand,Rahim Ghadari,Reza Mohammadian,Ahmad Shaabani,Hamid Reza Khavasi
标识
DOI:10.1002/slct.201903361
摘要
Abstract Combinatorial construction of a drug‐like library of novel rhodanine‐furan bis ‐heterocyclic scaffolds has been demonstrated through a novel one‐pot sequential six‐component reaction in water under ultrasound irradiation with 100% atom economy. The process is a sequence of tandem Michael reactions followed by domino cycloaddition/zwitterionic adduct formation/Mumm rearrangement/[1+4] cycloaddition processes, involving diverse primary amines, carbon disulfide, maleic anhydride, dialkyl acetylenedicarboxylates and various isocyanides. No catalyst was required, but the use of aqueous two‐phase (on water) conditions was critical. Docking and molecular dynamics calculations performed on human aldose reductase suggest that the bis ‐heterocyclic frameworks formed may be useful inhibitors of this enzyme.
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